Updating an uploaded document Print

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1) Upload the document via "Media" area in the Wordpress Dashboard.

2) Take a note of "File URL".

2.1) You can always find it by going to Media then clicking on the document in question. There, on the right pane, you will see:
File URL: 
http://your-website.tld/wp-content/uploads/2012/12/document.pdf .

3) Copy this URL starting after "http://your-website.tld" such that it looks like "/wp-content/uploads/2012/12/document.pdf" .

4) Go to Appearance -> Menus -> Find the Menu Item in question -> Expand it by clicking on the arrow pointing down -> Paste the copied link, overwriting the old one.

5) Click "Save Menu".

6) Go to Media and delete the old document.

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